The Cayman Cookout is hosted by Chef Eric Ripert and set along Seven Mile Beach at the luxurious Ritz-Carlton, Grand Cayman. Bringing together some of the world's most talented chefs, wine and spirit experts, and culinary influencers, the Cayman Cookout is possibly the most prestigious celebration of food and wine in the world. Guests at this exclusive, interactive festival enjoy dynamic cooking demonstrations, tastings and dining events, exciting local tours, and unique epicurean experiences, all presented with a sense of barefoot elegance. The schedule of intimate events and celebrations allows for access and interaction with some of the world's most famous chefs set in one of the Caribbean's most exclusive resorts.

Four couples will get to cross the Cayman Cookout off their bucket list, January 14-19, 2026, in a 3,518 square-foot private home at the Ritz-Carlton, Grand Cayman. Spanning two floors, this beautiful residence overlooks the lagoon and has a private pool. Each floor features two bedrooms with the master, junior master, and one other bedroom each housing a King bed. The fourth bedroom offers two Queens. Chef Tim Creehan joins you and your group one evening at your villa to create a multi-course dinner with local flair to kick off your culinary adventure.

One of the signature events of the Cayman Cookout, the Beach Bash, whisks you away by catamaran across the Caribbean to the newly renovated Rum Point. Here you'll indulge in food stations that range from sizzling grilled delights to delectable seafood creations. Artisanal cocktails, crafted with the utmost precision and artistry, ensure a casual beachfront feast that surpasses expectations. - This once-in-a-lifetime experience is one you won't want to miss!

THIS LOT INCLUDES:

• Five (5) night stay in a private 4-bedroom, 4-ensuite bathroom villa at The Ritz-Carlton, Grand Cayman, January 14-19, 2026, for four (4) couples
• Private chef dinner hosted by Tim Creehan for four (4) couples
• Tickets to the Cayman Cookout Barefoot Barbecue for four (4) couples
• Tickets to the Cayman Cookout Beach Bash with catamaran transportation for four (4) couples
• Golf cart access for the duration of your stay
• Full access to Ritz-Carlton, Grand Cayman resort amenities
• On-site private concierge

RESTRICTIONS: This lot is date-specific for January 14-19, 2026, and cannot be rescheduled. Additional Cayman Cookout events and dinner reservations may be added at the winner's expense and coordinated by your personal concierge. Events listed above may be exchanged for events of equal or lesser value. Expires January 19, 2026.

The team at Pahlmeyer invites two lucky couples to spend three nights exploring the iconic Napa Valley from valley to peak. Begin your excursion with a private tour and tasting of Pahlmeyer wines at the scenic Stagecoach Vineyard, situated high atop Atlas Peak, followed by a picnic lunch at the property's picturesque lookout point.

Your home while in Napa makes an impact at first sight. From the charming decorative millwork to the sun-dappled wrap-around porch, every detail of the iconic Queen Anne Victorian at The Atlas invites you in to linger a bit. Step inside and you'll find a stunningly renovated interior. Just a short walk from downtown Calistoga, every element of the residence speaks to luxury. The home's two master suites, each with ensuite bathrooms, offer the perfect retreat after a day of wine tasting.

Relax and enjoy the wine, because the team at Pahlmeyer has every detail managed for you, complete with private transportation and a customized selection of private wine tastings that best match your personality and palate. Plan your trip for the weekend of October 10 and enjoy access to one of Pahlmeyer's most exclusive member events, offering tastings of their rarest library selections.

THIS LOT INCLUDES:

• Three (3) night stay at The Atlas, an iconic luxury Queen Anne Victorian home in Calistoga, for two (2) couples
• Luxury private transportation
• Concierge services for the duration of your stay
• Private tour, tasting of Pahlmeyer wines, and scenic picnic lunch at Stagecoach Vineyard for two (2) couples
• Four (4) tickets to the Pahlmeyer Grand Tasting October 10-12, 2025

RESTRICTIONS: Must be booked at least 90 days in advance and is based on availability on mutually agreeable dates. Equivalent lodging may be substituted if Atlas is not available on the requested weekend. Tickets to the Pahlmeyer Grand Tasting cannot be exchanged or extended. Expires April 30, 2026.

This lot benefits: Children's Home Society of Florida

Get ready for an unforgettable weekend at "The Greatest Show on Grass," the WM Phoenix Open. This exclusive experience places you in the heart of the action with premium accommodations and coveted access to one of the most iconic holes in professional golf-the famous 16th Hole Skybox. Perfect for golf enthusiasts and thrill-seekers alike, this package offers unparalleled views, exceptional hospitality, and an electric atmosphere.

Spend your weekend enjoying the vibrant city's fine dining, nightlife, and desert charm while preparing for an action-packed day at TPC Scottsdale. On February 8, 2026, you'll experience the WM Phoenix Open like never before with admission to the exclusive 16th Hole Skybox, known for its stadium-like atmosphere and enthusiastic crowd. Witness golf's biggest stars tackle this legendary par-3 hole from the best seats in the house.

While in the Skybox, indulge in top-tier hospitality, including access to a gourmet breakfast and lunch spread, and enjoy an open bar as you soak in the excitement of this one-of-a-kind event. This VIP package is perfect for those looking to combine world-class golf with luxury amenities, creating memories that will last a lifetime.

THIS LOT INCLUDES:

• Two (2) night stay at select hotel accommodations in the Phoenix area, February 7-9, 2026, for four (4) people
• Admission to the 16th Hole Skybox at the 2026 WM Phoenix Open on Sunday, February 8, 2026 for four (4) people
• Access to the WM Phoenix Open hospitality suite's breakfast and lunch spread for four (4) people
• Open bar access while in the 16th Hole Skybox for four (4) people

RESTRICTIONS: This lot is date-specific for February 7-9, 2026, and is subject to change based on the event schedule. Transportation is not included. Expires February 9, 2026.

This lot benefits: Ellison McCraney Ingram Foundation

Join DCWAF Board Member Cory Fosdyck for a truly once-in-a-lifetime tasting experience.

Prepare for an unforgettable evening of luxury and indulgence as Cory Fosdyck, founder of the Destin Bourbon Society and a certified Level II Sommelier, curates an exclusive tasting featuring some of the finest Bourbons and Champagnes in the world. This intimate evening, limited to just 30 guests, will take place at the renowned SoWal House, one of 30A's most sought-after venues, known for its vibrant atmosphere and exceptional setting.

Cory will personally hand-select a rare collection of highly sought-after spirits, including Pappy Van Winkle Bourbon-a true gem for whiskey connoisseurs-paired alongside Dom Perignon Champagne, one of the most prestigious and celebrated labels in the world. Guests will have the opportunity to taste these iconic selections in the company of fellow enthusiasts, while Cory shares his expertise and passion for fine spirits.

Whether you're a Bourbon aficionado or a Champagne enthusiast, this event is designed to deepen your appreciation for the craftsmanship behind these exquisite bottles.

Don't miss this extraordinary chance to be part of this exclusive experience, and mingle with fellow guests in a vibrant, intimate atmosphere.

THIS LOT INCLUDES:

• One (1) seat to Bourbon and Bubbles at SoWal House on Tuesday, July 8, 2025

RESTRICTIONS: This lot is scheduled for Tuesday, July 8, 2025, and cannot be rescheduled.

Prepare for an unforgettable evening where Napa Valley's most legendary wines go head-to-head in an exclusive tasting event. Two of the region's most sought-after wineries and renowned cult legends, Screaming Eagle and Harlan Estate, will come together for a rare and intimate experience at 30A Wine Storage on Thursday, February 26, 2026. This is your chance to savor the magic of Screaming Eagle and Harlan Estate-two icons of the wine world-alongside their limited-production expressions, The Flight and The Maiden.

To heighten the excitement, a surprise guest appearance from a First Growth Bordeaux is likely, adding a prestigious old-world touch to the all-star lineup. This ultra-exclusive experience promises an unforgettable evening of legendary wines, great company, and lively discussion among fellow collectors and enthusiasts.

Featured Wines:

Screaming Eagle

Harlan Estate

Screaming Eagle The Flight

Harlan The Maiden

THIS LOT INCLUDES:

• Two (2) tickets to the Clash of the Cults wine tasting at 30A Wine Storage, Thursday, February 26, 2026, featuring Screaming Eagle, Screaming Eagle 'The Flight,' Harlan Estate, and Harlan 'The Maiden' wines

RESTRICTIONS: This lot is date-specific for Thursday, February 26, 2026.

Join us at Vintij for an exclusive tasting event featuring a remarkable 10-year magnum reserve vertical (2005-2014) of Lewis Cellars Reserve Cabernet Sauvignon. This unique experience will take you on a journey through a decade of winemaking excellence, showcasing how vintage variation, aging, and craftsmanship shape the evolution of these highly sought-after Napa Valley wines. Guests will have the opportunity to compare multiple vintages, exploring the nuances in aroma, structure, and complexity with each pour.

Guided by expert sommeliers, this intimate tasting will provide insight into Lewis Cellars' dedication to bold, expressive Cabernet and offer a rare chance to appreciate the aging potential of these prestigious wines. Whether you're a seasoned collector or simply passionate about fine wine, this event promises an unforgettable evening of discovery, conversation, and exceptional pours.

THIS LOT INCLUDES:

• One (1) seat at the Lewis Cellars' 10-year vertical tasting at Vintij Food & Wine on Tuesday, September 23rd, 2025, for up to sixteen (16) people

RESTRICTIONS: This lot is date specific to Tuesday, September 23rd, 2025

This lot benefits: Children's Home Society of Florida

Get ready for an unforgettable experience on the water! Witness the legendary U.S. Navy Blue Angels like never before during their Friday practice show for the 2025 Pensacola Beach performance - and do it all from the comfort and luxury of the newly renovated Sail Wild Hearts, a 53-foot Gold Coast catamaran designed for open-ocean sailing.

This spacious catamaran comfortably accommodates up to 48 passengers and features a multilevel design, allowing for both group camaraderie and peaceful privacy. Your exclusive sail departs from Downtown Pensacola on the morning of July 11, 2025, and takes you on a scenic cruise to the breathtaking Ft. McRee. Enjoy some time to relax on the water, soak up the sun, or unwind in the shade before heading out into the Gulf of Mexico to witness the Blue Angels in action.

The Sail Wild Hearts will position itself right under the performance center point of the Blue Angels, ensuring you're at the heart of the excitement as you watch their awe-inspiring aerial show from the best seat in the house - the water!

The U.S. Navy Blue Angels have been thrilling audiences around the world since 1946 with their unparalleled precision and power in flight. They perform breathtaking demonstrations, flying as close as 18 inches apart in some formations, showcasing the skill and artistry of naval aviation. Pensacola is proud to be home to the Blue Angels, and the Pensacola Beach Air Show is a major event, drawing over 200,000 spectators annually.

The sail concludes with a scenic ride back to Downtown Pensacola just in time to catch the stunning sunset, leaving you with lasting memories of a truly spectacular day on the water.

Don't miss out on this exclusive opportunity to experience the Blue Angels from the best vantage point possible - aboard the luxurious Sail Wild Hearts catamaran. Bid now for your chance to be part of this incredible day on the water!

THIS LOT INCLUDES:

• Private cruise on the newly renovated Sail Wild Hearts professionally-crewed catamaran during the U.S. Navy Blue Angels Practice Show in Pensacola Beach on Friday, July 11, 2025, for up to 49 people

RESTRICTIONS: This offer is date-specific and cannot be rescheduled. Breakfast, lunch, snacks, beer, and wine are included. The onboard bartender will make 1-2 specialty cocktails. The catamaran departs from Pensacola at 8:30 am and returns around 5:30 pm. Sail will take guests to Ft. McRee for the morning then out into the Gulf of Mexico to experience the Blue Angel's performance from directly under their center point.

Get ready for the ultimate backstage pass to one of the most celebrated music festivals in the country! Four lucky VIPs will experience the magic of the 17th Annual 30A Songwriters Festival, where the Gulf breeze carries the sound of over 200 world-class artists performing more than 300 shows across 30+ intimate venues along Florida's scenic Highway 30A.

This beloved festival has welcomed music royalty like Jackson Browne, Brandi Carlile, Emmylou Harris, Jason Isbell, Melissa Etheridge, the Indigo Girls, Brian Wilson, and the legendary John Prine, just to name a few. With genres spanning from country to rock, folk to Americana, every performance is a front-row seat to musical storytelling at its finest.

As VIPs, you and your guests will enjoy exclusive access to the Headliner Stage at Grand Boulevard's Town Center on Saturday and Sunday. This premium experience includes reserved VIP seating, on-site parking, a gourmet lunch spread, top-shelf open bar, private, upscale comfort stations, and additional VIP-only perks that will elevate your festival weekend. Plus, your VIP credentials also unlock first-come, first-served general admission access to 30+ other unique venues throughout the weekend - from cozy beach bars to candlelit theaters.

The 30A Songwriters Festival is co-produced by the Cultural Arts Alliance of Walton County and Russell Carter Artist Management, with all net proceeds supporting the Alliance's mission to foster creativity and elevate the arts in the community.

Four guests. One unforgettable weekend. Music this good deserves a VIP experience. Are you in?

THIS LOT INCLUDES:

• Four (4) VIP Weekend Passes to the 17th Annual 30A Songwriters Festival January 16-19, 2026

RESTRICTIONS: Tickets must be redeemed through the Cultural Arts Alliance of Walton County by December 31, 2025. Expires 1/19/26.